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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Flat in Chicago
420 at Cheltenham 4BR
4 bedrooms
,
·
5 beds
,
·
1 private bathroom
3–8 Jul
3–8 Jul
$2,556 SGD
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for 5 nights
$2,556 SGD for 5 nights
,
·
4.96 out of 5 average rating, 130 reviews
4.96 (130)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 79 reviews
4.97 (79)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,958 SGD
$1,264 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$4,115 SGD
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for 5 nights
$4,115 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 337 reviews
4.93 (337)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$870 SGD
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for 5 nights
$870 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,668 SGD
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for 5 nights
$1,668 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
5.0 out of 5 average rating, 21 reviews
5.0 (21)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,502 SGD
$3,084 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
Luxury Loft Collection 03 - Terrace - River North
4.95 out of 5 average rating, 107 reviews
4.95 (107)
,
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3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$6,075 SGD
$4,421 SGD
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for 5 nights
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,862 SGD
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for 5 nights
$1,862 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,297 SGD
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for 5 nights
$1,297 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Chicago
Comfortable welcoming stay for business or leisure
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$3,450 SGD
$2,887 SGD
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for 5 nights
New home discount
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,351 SGD
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for 5 nights
$1,351 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Chicago
Modern 3BR Near Obama Center, UChicago & McCormick
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,525 SGD
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for 5 nights
$1,525 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,827 SGD
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for 5 nights
$2,827 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
4.95 out of 5 average rating, 41 reviews
4.95 (41)
,
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5 bedrooms
5 bedrooms
,
·
17 beds
17 beds
,
·
3.5 bathrooms
3.5 bathrooms
3–8 Jul
3–8 Jul
$6,463 SGD
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for 5 nights
$6,463 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
4.94 out of 5 average rating, 163 reviews
4.94 (163)
,
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3 bedrooms
3 bedrooms
,
·
1 bathroom
1 bathroom
24–29 Jul
24–29 Jul
$2,591 SGD
$2,209 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
4.92 out of 5 average rating, 13 reviews
4.92 (13)
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
18–23 Jul
18–23 Jul
$2,652 SGD
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for 5 nights
$2,652 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Apartment in Chicago
12 Min Downtown, Free Parking, Rooftop, Sleeps 11
4.91 out of 5 average rating, 32 reviews
4.91 (32)
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2 bedrooms
2 bedrooms
,
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8 beds
8 beds
,
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2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,837 SGD
Show price breakdown
for 5 nights
$1,837 SGD for 5 nights
Free cancellation
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$2,934 SGD
Show price breakdown
for 5 nights
$2,934 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,334 SGD
Show price breakdown
for 5 nights
$1,334 SGD for 5 nights
Pay $0 today
Free cancellation
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